The crystal and molecular structures of three diarylide yellow pigments C. I. Pigments Yellow 13, 14 and 63

Michael J. Barrow, Robert M. Christie, Jean E. Monteith

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

All three pigments crystallise in the triclinic system, space group P1¯, and with one molecule in the unit cell so that all molecules have crystallographic Ci symmetry. The molecules exist in the bisketohydrazone tautomeric form. The intramolecular hydrogen bonding normally associated with this structural arrangement is observed, but there is no intermolecular hydrogen bonding. The molecules are not quite planar, but deviate from planarity by only a few degrees of torsional bond rotations. In each structure the molecules pack together in inclined interleaved stacks so that the ketohydrazonoarylamide groups lie above and below one another in antiparallel arrangements. The colour and technical performance of the pigments are discussed in relation to the structural details. © 2002 Elsevier Science Ltd. All rights reserved.

Original languageEnglish
Pages (from-to)79-89
Number of pages11
JournalDyes and Pigments
Volume55
Issue number2-3
DOIs
Publication statusPublished - Nov 2002

Keywords

  • C. I. Pigment Yellow 13
  • C. I. Pigment Yellow 14
  • C. I. Pigment Yellow 63
  • Diarylide yellow
  • Disazo pigment
  • Disazoacetoacetanilide
  • Ketohydrazone
  • X-ray crystallography

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